NP-MRD: Showing NP-Card for 7-Hydroxy-4'-O-demethylsordarin (NP0004010)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 01:31:51 UTC

Updated at

2021-07-15 16:47:59 UTC

NP-MRD ID

NP0004010

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxy-4'-O-demethylsordarin

Provided By

NPAtlas

Description

7-Hydroxy-4'-O-demethylsordarin is found in Streptomyces. It was first documented in 2001 (PMID: 11827037). Based on a literature review very few articles have been published on (2R,3R)-N-[(5S)-5-({[(2R)-2-amino-3-selanylpropanoyl]asparagyllysylasparagyl}amino)-6-asparagyltryptophyl-6-oxohexyl]-3-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide (PMID: 28267306) (PMID: 26389440) (PMID: 26389428) (PMID: 26389376).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118033D          

 73 77  0  0  0  0            999 V2000
   -1.0990   -3.8364   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595   -3.1472   -1.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4601   -3.7217    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.6859   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210   -1.0951   -2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.3619   -2.1499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963    0.2935   -1.9462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9431   -0.0613   -0.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9900   -1.0542   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358   -1.1901    0.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.1653    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4440    1.8257    0.3056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1148    3.1666    0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6161    3.3728    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8569    3.3117    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    4.6522    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    2.3145   -0.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.8277   -0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6968    0.4892   -0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7536    0.1309   -0.9600 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4189    0.2198    0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -0.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1301   -1.1357    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.4018    0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8988   -2.7261    1.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2597    1.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0296   -0.0279    2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.9446    0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4140    0.6964   -0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.1865    0.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2380    2.1025   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5976   -0.1701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3377   -0.9380    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -0.3041    1.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.9804    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.9354   -2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -3.5460   -3.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -3.6991   -2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -3.4783   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -2.9376    0.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -4.3550    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -4.3802   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.5416   -3.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    1.0180   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    1.1612   -2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602   -0.5780   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059   -1.7156   -1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    1.0381    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7564    2.0911   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    1.2975    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    3.9879    0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    2.9957    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    3.8001    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    3.8630    2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    2.3187    2.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785    4.5413   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    2.6759   -1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.8009    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122    2.5372   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.7653   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -0.9133   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117   -0.3478   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937   -1.4744   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -3.5402    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123   -2.7744    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159   -2.8285    2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3991   -0.5824    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7880    2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.8546    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.3782   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    1.6152    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    1.8738   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.5854    2.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32  4  1  0  0  0  0
 19  6  1  0  0  0  0
 30 22  1  0  0  0  0
 32  8  1  0  0  0  0
 17 11  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  2 39  1  1  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  3 42  1  0  0  0  0
  5 43  1  0  0  0  0
  6 44  1  6  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
  9 47  1  0  0  0  0
 11 48  1  1  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 15 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  0  0  0  0
 17 57  1  6  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 22 62  1  6  0  0  0
 24 63  1  6  0  0  0
 25 64  1  0  0  0  0
 25 65  1  0  0  0  0
 25 66  1  0  0  0  0
 26 67  1  1  0  0  0
 27 68  1  0  0  0  0
 28 69  1  1  0  0  0
 29 70  1  0  0  0  0
 30 71  1  1  0  0  0
 31 72  1  0  0  0  0
 35 73  1  0  0  0  0
M  END

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
   -1.0990   -3.8364   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595   -3.1472   -1.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4601   -3.7217    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.6859   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210   -1.0951   -2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.3619   -2.1499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963    0.2935   -1.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -0.0613   -0.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9900   -1.0542   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358   -1.1901    0.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.1653    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4440    1.8257    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    3.1666    0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    3.3728    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8569    3.3117    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    4.6522    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    2.3145   -0.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.8277   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6968    0.4892   -0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7536    0.1309   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189    0.2198    0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -0.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1301   -1.1357    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.4018    0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8988   -2.7261    1.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2597    1.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0296   -0.0279    2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.9446    0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4140    0.6964   -0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.1865    0.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2380    2.1025   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5976   -0.1701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3377   -0.9380    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -0.3041    1.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.9804    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.9354   -2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -3.5460   -3.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -3.6991   -2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -3.4783   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -2.9376    0.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -4.3550    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -4.3802   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.5416   -3.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    1.0180   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    1.1612   -2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602   -0.5780   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059   -1.7156   -1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    1.0381    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7564    2.0911   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    1.2975    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    3.9879    0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    2.9957    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    3.8001    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    3.8630    2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    2.3187    2.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785    4.5413   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    2.6759   -1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.8009    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122    2.5372   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.7653   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -0.9133   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117   -0.3478   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937   -1.4744   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -3.5402    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123   -2.7744    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159   -2.8285    2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3991   -0.5824    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7880    2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.8546    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.3782   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    1.6152    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    1.8738   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.5854    2.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  9 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  6
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
 32 33  1  1
 33 34  2  0
 33 35  1  0
 32  4  1  0
 19  6  1  0
 30 22  1  0
 32  8  1  0
 17 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  6 44  1  6
  7 45  1  0
  7 46  1  0
  9 47  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  6
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  6
 24 63  1  6
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  1
 27 68  1  0
 28 69  1  1
 29 70  1  0
 30 71  1  1
 31 72  1  0
 35 73  1  0
M  END


  Mrv1652306242118033D          

 73 77  0  0  0  0            999 V2000
   -1.0990   -3.8364   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595   -3.1472   -1.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4601   -3.7217    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.6859   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210   -1.0951   -2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.3619   -2.1499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963    0.2935   -1.9462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9431   -0.0613   -0.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9900   -1.0542   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358   -1.1901    0.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.1653    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4440    1.8257    0.3056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1148    3.1666    0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6161    3.3728    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8569    3.3117    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    4.6522    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    2.3145   -0.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.8277   -0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6968    0.4892   -0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7536    0.1309   -0.9600 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4189    0.2198    0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -0.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1301   -1.1357    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.4018    0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8988   -2.7261    1.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2597    1.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0296   -0.0279    2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.9446    0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4140    0.6964   -0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.1865    0.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2380    2.1025   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5976   -0.1701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3377   -0.9380    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -0.3041    1.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.9804    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.9354   -2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -3.5460   -3.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -3.6991   -2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -3.4783   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -2.9376    0.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -4.3550    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -4.3802   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.5416   -3.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    1.0180   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    1.1612   -2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602   -0.5780   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059   -1.7156   -1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    1.0381    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7564    2.0911   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    1.2975    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    3.9879    0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    2.9957    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    3.8001    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    3.8630    2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    2.3187    2.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785    4.5413   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    2.6759   -1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.8009    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122    2.5372   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.7653   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -0.9133   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117   -0.3478   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937   -1.4744   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -3.5402    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123   -2.7744    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159   -2.8285    2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3991   -0.5824    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7880    2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.8546    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.3782   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    1.6152    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    1.8738   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.5854    2.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32  4  1  0  0  0  0
 19  6  1  0  0  0  0
 30 22  1  0  0  0  0
 32  8  1  0  0  0  0
 17 11  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  2 39  1  1  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  3 42  1  0  0  0  0
  5 43  1  0  0  0  0
  6 44  1  6  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
  9 47  1  0  0  0  0
 11 48  1  1  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 15 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  0  0  0  0
 17 57  1  6  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 22 62  1  6  0  0  0
 24 63  1  6  0  0  0
 25 64  1  0  0  0  0
 25 65  1  0  0  0  0
 25 66  1  0  0  0  0
 26 67  1  1  0  0  0
 27 68  1  0  0  0  0
 28 69  1  1  0  0  0
 29 70  1  0  0  0  0
 30 71  1  1  0  0  0
 31 72  1  0  0  0  0
 35 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004010

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]12C(=C([H])[C@@]3([H])C([H])([H])[C@]1(C([H])=O)[C@]1([H])C([H])([H])C([H])([H])[C@@](O[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@@]23C([H])([H])O[C@]1([H])O[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O9/c1-12(2)16-7-14-8-24(10-27)15-5-6-23(4,33)17(15)9-25(14,26(16,24)22(31)32)11-34-21-20(30)19(29)18(28)13(3)35-21/h7,10,12-15,17-21,28-30,33H,5-6,8-9,11H2,1-4H3,(H,31,32)/t13-,14+,15-,17+,18+,19-,20-,21-,23+,24+,25+,26+/m1/s1

> <INCHI_KEY>
COAQAGFNEBBBSN-ZWMOGDEISA-N

> <FORMULA>
C26H38O9

> <MOLECULAR_WEIGHT>
494.581

> <EXACT_MASS>
494.251582804

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.255509608052456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4S,5S,8R,9S,11R)-9-formyl-5-hydroxy-5-methyl-13-(propan-2-yl)-2-({[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylic acid

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
0.14797024266666609

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.22477482279558

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1135136301785415

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7677493691628462

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
123.44950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,5S,8R,9S,11R)-9-formyl-5-hydroxy-13-isopropyl-5-methyl-2-({[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
   -1.0990   -3.8364   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595   -3.1472   -1.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4601   -3.7217    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.6859   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210   -1.0951   -2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.3619   -2.1499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963    0.2935   -1.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -0.0613   -0.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9900   -1.0542   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358   -1.1901    0.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.1653    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4440    1.8257    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    3.1666    0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    3.3728    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8569    3.3117    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    4.6522    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    2.3145   -0.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.8277   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6968    0.4892   -0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7536    0.1309   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189    0.2198    0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -0.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1301   -1.1357    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.4018    0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8988   -2.7261    1.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2597    1.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0296   -0.0279    2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.9446    0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4140    0.6964   -0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.1865    0.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2380    2.1025   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5976   -0.1701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3377   -0.9380    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -0.3041    1.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.9804    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.9354   -2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -3.5460   -3.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -3.6991   -2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -3.4783   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -2.9376    0.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -4.3550    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -4.3802   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.5416   -3.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    1.0180   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    1.1612   -2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602   -0.5780   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059   -1.7156   -1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    1.0381    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7564    2.0911   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    1.2975    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    3.9879    0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    2.9957    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    3.8001    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    3.8630    2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    2.3187    2.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785    4.5413   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    2.6759   -1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.8009    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122    2.5372   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.7653   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -0.9133   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117   -0.3478   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937   -1.4744   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -3.5402    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123   -2.7744    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159   -2.8285    2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3991   -0.5824    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7880    2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.8546    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.3782   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    1.6152    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    1.8738   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.5854    2.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  9 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  6
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
 32 33  1  1
 33 34  2  0
 33 35  1  0
 32  4  1  0
 19  6  1  0
 30 22  1  0
 32  8  1  0
 17 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  6 44  1  6
  7 45  1  0
  7 46  1  0
  9 47  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  6
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  6
 24 63  1  6
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  1
 27 68  1  0
 28 69  1  1
 29 70  1  0
 30 71  1  1
 31 72  1  0
 35 73  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.099  -3.836  -2.340  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.359  -3.147  -1.020  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.460  -3.722   0.013  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.273  -1.686  -1.176  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.921  -1.095  -2.321  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.325   0.362  -2.150  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.796   0.294  -1.946  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.943  -0.061  -0.482  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.990  -1.054  -0.246  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.536  -1.190   0.812  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.120   1.165   0.321  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.444   1.826   0.306  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.115   3.167   0.982  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.616   3.373   0.803  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.857   3.312   2.077  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.437   4.652   0.250  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.244   2.314  -0.199  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.858   1.828  -0.152  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.697   0.489  -0.745  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.754   0.131  -0.960  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.419   0.220   0.259  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.755  -0.087   0.181  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.130  -1.136   1.001  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.479  -1.402   0.766  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.899  -2.726   1.363  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.340  -0.260   1.281  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.030  -0.028   2.614  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.031   0.945   0.437  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.414   0.696  -0.876  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.539   1.187   0.487  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.238   2.103  -0.520  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.540  -0.598  -0.170  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.338  -0.938   1.202  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.528  -0.304   1.908  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.001  -1.980   1.881  0.00  0.00           O+0
HETATM   36  H   UNK     0      -1.204  -4.935  -2.142  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.816  -3.546  -3.129  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.043  -3.699  -2.667  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.403  -3.478  -0.732  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.180  -2.938   0.517  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.970  -4.355   0.770  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.275  -4.380  -0.490  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.451  -1.542  -3.190  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.927   1.018  -2.875  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.372   1.161  -2.259  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.260  -0.578  -2.501  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.306  -1.716  -1.061  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.810   1.038   1.387  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.756   2.091  -0.745  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.247   1.298   0.828  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.702   3.988   0.569  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.281   2.996   2.072  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.861   3.800   1.902  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.428   3.863   2.857  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.650   2.319   2.471  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.179   4.541  -0.703  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.558   2.676  -1.182  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.483   1.801   0.880  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.212   2.537  -0.729  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.231   0.765  -1.735  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.884  -0.913  -1.307  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.012  -0.348  -0.884  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.694  -1.474  -0.333  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.504  -3.540   0.715  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.012  -2.774   1.282  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.616  -2.829   2.421  0.00  0.00           H+0
HETATM   67  H   UNK     0       6.399  -0.582   1.195  0.00  0.00           H+0
HETATM   68  H   UNK     0       5.430   0.788   2.965  0.00  0.00           H+0
HETATM   69  H   UNK     0       5.523   1.855   0.802  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.999   1.378  -1.256  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.264   1.615   1.466  0.00  0.00           H+0
HETATM   72  H   UNK     0       3.825   1.874  -1.304  0.00  0.00           H+0
HETATM   73  H   UNK     0      -1.460  -2.585   2.486  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1    3    4   39                                             
CONECT    3    2   40   41   42                                             
CONECT    4    2    5   32                                                  
CONECT    5    4    6   43                                                  
CONECT    6    5    7   19   44                                             
CONECT    7    6    8   45   46                                             
CONECT    8    7    9   11   32                                             
CONECT    9    8   10   47                                                  
CONECT   10    9                                                            
CONECT   11    8   12   17   48                                             
CONECT   12   11   13   49   50                                             
CONECT   13   12   14   51   52                                             
CONECT   14   13   15   16   17                                             
CONECT   15   14   53   54   55                                             
CONECT   16   14   56                                                       
CONECT   17   14   18   11   57                                             
CONECT   18   17   19   58   59                                             
CONECT   19   18   20   32    6                                             
CONECT   20   19   21   60   61                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   30   62                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   26   63                                             
CONECT   25   24   64   65   66                                             
CONECT   26   24   27   28   67                                             
CONECT   27   26   68                                                       
CONECT   28   26   29   30   69                                             
CONECT   29   28   70                                                       
CONECT   30   28   31   22   71                                             
CONECT   31   30   72                                                       
CONECT   32   19   33    4    8                                             
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   73                                                       
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    2                                                            
CONECT   40    3                                                            
CONECT   41    3                                                            
CONECT   42    3                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    7                                                            
CONECT   46    7                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   15                                                            
CONECT   54   15                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   17                                                            
CONECT   58   18                                                            
CONECT   59   18                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   22                                                            
CONECT   63   24                                                            
CONECT   64   25                                                            
CONECT   65   25                                                            
CONECT   66   25                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   28                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   31                                                            
CONECT   73   35                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  154    0
END

RDKit          3D

73 77  0  0  0  0  0  0  0  0999 V2000
   -1.0990   -3.8364   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595   -3.1472   -1.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4601   -3.7217    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.6859   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210   -1.0951   -2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.3619   -2.1499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963    0.2935   -1.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -0.0613   -0.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9900   -1.0542   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358   -1.1901    0.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.1653    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4440    1.8257    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    3.1666    0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    3.3728    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8569    3.3117    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    4.6522    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    2.3145   -0.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.8277   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6968    0.4892   -0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7536    0.1309   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189    0.2198    0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -0.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1301   -1.1357    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.4018    0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8988   -2.7261    1.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2597    1.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0296   -0.0279    2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.9446    0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4140    0.6964   -0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.1865    0.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2380    2.1025   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5976   -0.1701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3377   -0.9380    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -0.3041    1.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.9804    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.9354   -2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -3.5460   -3.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -3.6991   -2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -3.4783   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -2.9376    0.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -4.3550    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -4.3802   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.5416   -3.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    1.0180   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    1.1612   -2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602   -0.5780   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059   -1.7156   -1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    1.0381    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7564    2.0911   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    1.2975    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    3.9879    0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    2.9957    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    3.8001    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    3.8630    2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    2.3187    2.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785    4.5413   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    2.6759   -1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.8009    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122    2.5372   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.7653   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -0.9133   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117   -0.3478   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937   -1.4744   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -3.5402    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123   -2.7744    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159   -2.8285    2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3991   -0.5824    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7880    2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.8546    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.3782   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    1.6152    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    1.8738   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.5854    2.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  9 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  6
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
 32 33  1  1
 33 34  2  0
 33 35  1  0
 32  4  1  0
 19  6  1  0
 30 22  1  0
 32  8  1  0
 17 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  6 44  1  6
  7 45  1  0
  7 46  1  0
  9 47  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  6
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  6
 24 63  1  6
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  1
 27 68  1  0
 28 69  1  1
 29 70  1  0
 30 71  1  1
 31 72  1  0
 35 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₃₈O₉

Average Mass

494.5810 Da

Monoisotopic Mass

494.25158 Da

IUPAC Name

(1R,2S,4S,5S,8R,9S,11R)-9-formyl-5-hydroxy-5-methyl-13-(propan-2-yl)-2-({[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylic acid

Traditional Name

(1R,2S,4S,5S,8R,9S,11R)-9-formyl-5-hydroxy-13-isopropyl-5-methyl-2-({[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2CC3(C=O)[C@@H]4CC[C@](C)(O)[C@H]4CC2(COC2OC(C)C(O)C(O)C2O)C13C(O)=O

InChI Identifier

InChI=1S/C26H38O9/c1-12(2)16-7-14-8-24(10-27)15-5-6-23(4,33)17(15)9-25(14,26(16,24)22(31)32)11-34-21-20(30)19(29)18(28)13(3)35-21/h7,10,12-15,17-21,28-30,33H,5-6,8-9,11H2,1-4H3,(H,31,32)/t13?,14?,15-,17+,18?,19?,20?,21?,23+,24?,25?,26?/m1/s1

InChI Key

COAQAGFNEBBBSN-ZWMOGDEISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	11827037

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.89	ALOGPS
logP	0.15	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-0.77	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.45 m³·mol⁻¹	ChemAxon
Polarizability	51.26 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA007958

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585317

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hall RM, Dawson MJ, Jones CA, Roberts AD, Sidebottom PJ, Stead P, Taylor NL: The production of novel sordarin analogues by biotransformation. J Antibiot (Tokyo). 2001 Nov;54(11):948-57. doi: 10.7164/antibiotics.54.948. [PubMed:11827037 ]
Authors unspecified: Medicinal Mushrooms (PDQ(R)): Patient Version. 2002. [PubMed:28267306 ]
Authors unspecified: Nutrition in Cancer Care (PDQ(R)): Patient Version. 2002. [PubMed:26389440 ]
Authors unspecified: Lung Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:26389428 ]
Authors unspecified: Colorectal Cancer Prevention (PDQ(R)): Patient Version. 2002. [PubMed:26389376 ]

Showing NP-Card for 7-Hydroxy-4'-O-demethylsordarin (NP0004010)

MOL for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

3D MOL for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

3D SDF for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

3D-SDF for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

PDB for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

3D PDB for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

SMILES for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

INCHI for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

Structure for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)

3D Structure for NP0004010 (7-Hydroxy-4'-O-demethylsordarin)